In the early 2020s, Friend began collaborating with director Wes Anderson, starting with a cameo in The French Dispatch (2021), followed by roles in Asteroid City (2023) and the Netflix short films The Swan and The Rat Catcher. In 2022, he starred as disgraced British politician James Whitehouse in Anatomy of a Scandal and featured in the Disney+ series Obi-Wan Kenobi as the Grand Inquisitor.
Friend is the director, screenwriter or producer of two award-winning short films: The Continuing and Lamentable Saga of the Suicide Brothers (2008) and Steve (2010). He wrote lyrics for the Kairos 4Tet 2013 album Everything We Hold.
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